Caamano played his Minor Midget hockey with the Hamilton Jr Bulldogs during the 2013-14 season and scored 22 goals and 22 assists in 40 games. He added 6 more goals and 7 assists in 10 playoff games. After his season, he appeared in 3 games for the Ancaster Avalanche of the Greater Ontario Junior Hockey League and scored one goal to go along with four assists.

Caamano also played in the OHL Gold Cup – 1 goal in 5 games – and the OHL Cup – pointless in 3 games.

The Plymouth Whalers (now the Flint Firebirds) made Caamano their second round choice, 27th overall in the 2014 Ontario Hockey League Priority Selection.

Last season was Caamano’s first in the OHL. He played in 64 games for the Whalers and scored 3 goals and added 6 assists while earning the trust of his coaches.

Caamano is one of the youngest players available for the 2016 National Hockey League Draft, making the age cut by just one week. To date, Caamano has played in 46 games scoring 16 goals and adding 9 assists.

Last season he began getting more and more ice time as he earned the trust of the coaches, and it’s carried into this season. He works extremely hard and likes to take the body at every opportunity. He doesn’t bring fans to their feet but he is a very smart player. He possesses an uncanny knack for finding open spaces and giving mates an option. He has a quick release on his shot and it’s hard and heavy. He’s also a very good skater who is not afraid to take on defenders one on one.

Caamano also works as hard defensively, but like all young players needs to make improvements.

Caamano was ranked 148th on NHL Central Scouting’s midterm rank. He was neither on Central Scouting’s preliminary list of players to watch in the preseason or their updated list in November.